A novel biomass-based polymer prepared from lignin-derived stable metabolic intermediate by copper(I)-catalyzed azide-alkyne click reaction

被引:25
作者
Michinobu, Tsuyoshi [1 ,2 ]
Inazawa, Yasunori [1 ]
Hiraki, Kenta [1 ]
Katayama, Yoshihiro [3 ]
Masai, Eiji [4 ]
Nakamura, Masaya [5 ]
Ohara, Seiji [5 ]
Shigehara, Kiyotaka [1 ,2 ]
机构
[1] Tokyo Univ Agr & Technol, Grad Sch Engn, Koganei, Tokyo 1848588, Japan
[2] Tokyo Univ Agr & Technol, Inst Symbiot Sci & Technol, Koganei, Tokyo 1848588, Japan
[3] Tokyo Univ Agr & Technol, Grad Sch Bioapplicat & Syst Engn, Koganei, Tokyo 1848588, Japan
[4] Nagaoka Univ Technol, Dept Bioengn, Nagaoka, Niigata 9402188, Japan
[5] Forestry & Forest Prod Res Inst, Tsukuba, Ibaraki 3058687, Japan
关键词
D O I
10.1246/cl.2008.154
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The Cu-I-catalyzed, but ligand-free azide-alkyne cycloaddition reaction was applied to the polymerization of the newly synthesized diethynyl-functionalized 2-pyrone monomer originally isolated from lignin via metabolic pathway. The polymerization was monitored by GPC and IR spectra and the resulting high molecular weight polymer was unambiguously characterized by (HNMR)-H-1, thermal analysis, and optical absorption and emission spectra.
引用
收藏
页码:154 / 155
页数:2
相关论文
共 19 条
[1]   'Click' chemistry in polymer and materials science [J].
Binder, Wolfgang H. ;
Sachsenhofer, Robert .
MACROMOLECULAR RAPID COMMUNICATIONS, 2007, 28 (01) :15-54
[2]   Comparative study of inhibition effects of benzotriazole for metals in neutral solutions as observed with surface-enhanced Raman spectroscopy [J].
Cao, PG ;
Yao, JL ;
Zheng, JW ;
Gu, RA ;
Tian, ZQ .
LANGMUIR, 2002, 18 (01) :100-104
[3]   Click chemistry in materials synthesis.: 1.: Adhesive polymers from copper-catalyzed azide-alkyne cycloaddition [J].
Díaz, DD ;
Punna, S ;
Holzer, P ;
Mcpherson, AK ;
Sharpless, KB ;
Fokin, VV ;
Finn, MG .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2004, 42 (17) :4392-4403
[4]   Catalyst performance in "click" coupling reactions of polymers prepared by ATRP: Ligand and metal effects [J].
Golas, Patricia L. ;
Tsarevsky, Nicolay V. ;
Sumerlin, Brent S. ;
Matyjaszewski, Krzysztof .
MACROMOLECULES, 2006, 39 (19) :6451-6457
[5]  
KERSTEN PJ, 1982, J BACTERIOL, V152, P1154
[6]  
Kolb HC, 2001, ANGEW CHEM INT EDIT, V40, P2004, DOI 10.1002/1521-3773(20010601)40:11<2004::AID-ANIE2004>3.0.CO
[7]  
2-5
[8]   Click chemistry in materials synthesis. III. Metal-adhesive polymers from Cu(I)-catalyzed azide-alkyne cycloaddition [J].
Liu, Yi ;
Diaz, David D. ;
Accurso, Adrian A. ;
Sharpless, K. Barry ;
Fokin, Valery V. ;
Finn, M. G. .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2007, 45 (22) :5182-5189
[9]   1,3-dipolar cycloadditions of azides and alkynes: A universal ligation tool in polymer and materials science [J].
Lutz, Jean-Francois .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (07) :1018-1025
[10]  
MICHINOBU T, POLYM J